benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

Base Information

Chemical Name:benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate
CAS No.:329309-24-2
Molecular Formula:C₆₄H₁₁₅N₃O₁₃Si
Molecular Weight:1162.71
Hs Code.:

benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

Synonyms:benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

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Chemical Property of benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

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Technology Process of benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

There total 9 articles about benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 329309-21-9
N-(tert-butoxycarbonyl)-N-[2-(tert-butyldimethylsilyloxy)ethyl]-10-aminodecanoic acid

: 329309-23-1
benzyl N,N'-bis(tert-butoxycarbonyl)-N-[N'-(2-hydroxyethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoate

: 329309-24-2
benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 14h;
DOI:10.1021/jo001247h

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 329309-24-2
benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 3 h / 20 °C

2: 360 mg / imidazole / CH₂Cl₂ / 2 h / 20 °C

3: 128 mg / H₂ / 5percent Pd/C / ethanol / 4 h / 20 °C

4: 98 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

5: 80 percent / camphor-10-sulfonic acid / CH₂Cl₂; methanol / 0 - 20 °C

6: 86 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

With 1H-imidazole; dmap; camphor-10-sulfonic acid; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 5percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo001247h

Reference yield:

: 67853-00-3
benzyl 10-hydroxydecanoate

: 329309-24-2
benzyl N,N',N''-tris(tert-butoxycarbonyl)-N-{N'-[N''-(2-{tert-butyldimethylsilyloxy}ethyl)-10-aminodecanoyloxyethyl]-10-aminodecanoyloxyethyl}-10-aminodecanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / 4-methylmorpholine 4-oxide; 4 Angstroem MS; tetrapropylamonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

2: NaBH₃CN / methanol / 48 h / 20 °C

3: tetrahydrofuran / 3 h / 20 °C

4: 360 mg / imidazole / CH₂Cl₂ / 2 h / 20 °C

5: 128 mg / H₂ / 5percent Pd/C / ethanol / 4 h / 20 °C

6: 98 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

7: 80 percent / camphor-10-sulfonic acid / CH₂Cl₂; methanol / 0 - 20 °C

8: 86 percent / DMAP; EDCI*HCl / CH₂Cl₂ / 14 h / 0 - 20 °C

With 1H-imidazole; dmap; tetrapropylammonium perruthennate; 4 Angstroem MS; camphor-10-sulfonic acid; hydrogen; sodium cyanoborohydride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 5percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo001247h